Title: Book the Best Winter Park, FL ALL INCLUSIVE Resorts and Hotels | Expedia.ca [Hotels in Winter Park](https://expedia.ca/Winter-Park-Hotels.d7902.Travel-Guide-Hotels)[Vacation Rentals in Winter Park](https://expedia.ca/Winter-Park-Vacation-Rentals.d7902.Travel-Guide-VacationRentals)[Flights to Winter Park](https://expedia.ca/Cheap-Flights-To-Winter-Park.d7902.Travel-Guide-Flights)[Winter Park Car Rentals](https://expedia.ca/Car-Rentals-In-Winter-Park.d7902.Car-Rental-Guide)[Winter Park Vacation Packages](https://expedia.ca/Winter-Park.d7902.Destination-Travel-Guides) ![Kraft Azalea Gardens showing a fountain, a park and a pond](https://images.trvl-media.com/place/553248621532654339/aef9d03a-cd86-4dcc-8e9d-049aef598da5.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/553248621532654339/aef9d03a-cd86-4dcc-8e9d-049aef598da5.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Winter Park All Inclusive Resorts and Hotels Tonight [Jan 16 - Jan 17](https://www.expedia.ca/Hotel-Search?regionId=7902&startDate=2026-01-16&endDate=2026-01-17&adults=2&amenities=ALL_INCLUSIVE&mealPlan=ALL_INCLUSIVE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Jan 17 - Jan 18](https://www.expedia.ca/Hotel-Search?regionId=7902&startDate=2026-01-17&endDate=2026-01-18&adults=2&amenities=ALL_INCLUSIVE&mealPlan=ALL_INCLUSIVE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Jan 16 - Jan 18](https://www.expedia.ca/Hotel-Search?regionId=7902&startDate=2026-01-16&endDate=2026-01-18&adults=2&amenities=ALL_INCLUSIVE&mealPlan=ALL_INCLUSIVE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Jan 23 - Jan 25](https://www.expedia.ca/Hotel-Search?regionId=7902&startDate=2026-01-23&endDate=2026-01-25&adults=2&amenities=ALL_INCLUSIVE&mealPlan=ALL_INCLUSIVE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) No exact matches found, but these alternatives could be just right ## Recommended hotels in Winter Park ![Property grounds](https://images.trvl-media.com/lodging/122000000/121560000/121551600/121551588/1a1d4665.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/122000000/121560000/121551600/121551588/eacfcee6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/122000000/121560000/121551600/121551588/c1954c59.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/122000000/121560000/121551600/121551588/bf1a7baa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Virbo Host Website is not working for me. Do not book this property. Thank you [](https://www.expedia.ca/Orlando-Hotels-Money-Saving-Clean-Small-11-Private-Apartment-On-The-Orlando-Border.h121551588.Hotel-Information) Fairview Shores CA $75 CA $151 total includes taxes & fees Jan 20 - Jan 21 [](https://www.expedia.ca/Orlando-Hotels-Money-Saving-Clean-Small-11-Private-Apartment-On-The-Orlando-Border.h121551588.Hotel-Information) ![Bar (on property)](https://images.trvl-media.com/lodging/46000000/45490000/45488100/45488005/443aa4d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/46000000/45490000/45488100/45488005/fbeb2b17.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fitness facility](https://images.trvl-media.com/lodging/46000000/45490000/45488100/45488005/4228e739.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/46000000/45490000/45488100/45488005/d974edb5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton Garden Inn Winter Park [](https://www.expedia.ca/Orlando-Hotels-Hilton-Garden-Inn-Winter-Park.h45488005.Hotel-Information) Winter Park 9.2/10 Wonderful (640 reviews) "Very clean, nice staff, well located" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) KRISTIAN CA $249 CA $284 total includes taxes & fees Feb 1 - Feb 2 [](https://www.expedia.ca/Orlando-Hotels-Hilton-Garden-Inn-Winter-Park.h45488005.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/121000000/120650000/120648600/120648509/180-b531af67.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/121000000/120650000/120648600/120648509/57a8906a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/121000000/120650000/120648600/120648509/b4b96d1f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/121000000/120650000/120648600/120648509/081e1921.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Quiet and safe neighborhood come to this great place with lots of room for relax [](https://www.expedia.ca/Orlando-Hotels-Quiet-And-Safe-Neighborhood-Come-To-This-Great-Place-With-Lots-Of-Room-For-Relax.h120648509.Hotel-Information) Orlando 10/10 Exceptional (1 review) "Pool is very inviting" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Geri Lamborn M. CA $163 CA $382 total includes taxes & fees Jan 31 - Feb 1 [](https://www.expedia.ca/Orlando-Hotels-Quiet-And-Safe-Neighborhood-Come-To-This-Great-Place-With-Lots-Of-Room-For-Relax.h120648509.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/2000000/1790000/1784900/1784873/21834885.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/2000000/1790000/1784900/1784873/52e0ae75.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/2000000/1790000/1784900/1784873/82e772bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fireplace](https://images.trvl-media.com/lodging/2000000/1790000/1784900/1784873/929fe379.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Park Plaza Hotel [](https://www.expedia.ca/Orlando-Hotels-Park-Plaza-Hotel.h1784873.Hotel-Information) Park Avenue District 8.6/10 Excellent (1,003 reviews) "Would stay at the Park again." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Edward [](https://www.expedia.ca/Orlando-Hotels-Park-Plaza-Hotel.h1784873.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/92000000/91100000/91093700/91093651/3ef41108.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/92000000/91100000/91093700/91093651/a4a236a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/92000000/91100000/91093700/91093651/55f38262.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/92000000/91100000/91093700/91093651/71fcc6a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 1-bedroom vacation room just 12 minutes from University of Central Florida [](https://www.expedia.ca/Orlando-Hotels-1-Bedroom-Vacation-Room-Just-12-Minutes-From-University-Of-Central-Florida.h91093651.Hotel-Information) Orlando 9.4/10 Exceptional (3 reviews) "Fantastic Host" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Marek K. CA $85 CA $241 total includes taxes & fees Jan 20 - Jan 21 [](https://www.expedia.ca/Orlando-Hotels-1-Bedroom-Vacation-Room-Just-12-Minutes-From-University-Of-Central-Florida.h91093651.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/121000000/120190000/120187300/120187220/312f2783.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/121000000/120190000/120187300/120187220/fc26e60e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/121000000/120190000/120187300/120187220/7335419c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/121000000/120190000/120187300/120187220/b34af36d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming home @wp. Patio +Gazebo. close to highwys [](https://www.expedia.ca/Orlando-Hotels-Charming-Home-Wp-Patio-Gazebo-Close-To-Highwys.h120187220.Hotel-Information) Fairview Shores CA $174 CA $365 total includes taxes & fees Feb 9 - Feb 10 [](https://www.expedia.ca/Orlando-Hotels-Charming-Home-Wp-Patio-Gazebo-Close-To-Highwys.h120187220.Hotel-Information) ![Property amenity](https://images.trvl-media.com/lodging/72000000/71150000/71146400/71146342/66f3909c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/72000000/71150000/71146400/71146342/a831619a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, pillowtop beds, desk, laptop workspace](https://images.trvl-media.com/lodging/72000000/71150000/71146400/71146342/ba3d3a5b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, pillowtop beds, desk, laptop workspace](https://images.trvl-media.com/lodging/72000000/71150000/71146400/71146342/3dbe35a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### SpringHill Suites by Marriott Winter Park [](https://www.expedia.ca/Orlando-Hotels-SpringHill-Suites-By-Marriott-Winter-Park.h71146342.Hotel-Information) Winter Park 9.2/10 Wonderful (344 reviews) "Clean room and friendly staff." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Arty CA $276 CA $314 total includes taxes & fees Feb 1 - Feb 2 [](https://www.expedia.ca/Orlando-Hotels-SpringHill-Suites-By-Marriott-Winter-Park.h71146342.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/124000000/123400000/123398800/123398794/w1350h895x0y5-04b0130a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, iron/ironing board, travel crib, WiFi](https://images.trvl-media.com/lodging/124000000/123400000/123398800/123398794/18df6c8b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/124000000/123400000/123398800/123398794/6de8c24e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/124000000/123400000/123398800/123398794/9bd56f27.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Comfy Tiny Home @WP. Large Private Deck+Queen bed [](https://www.expedia.ca/Orlando-Hotels-Comfy-Tiny-Home-WP-Large-Private-DeckQueen-Bed.h123398794.Hotel-Information) Fairview Shores CA $190 CA $321 total includes taxes & fees Feb 7 - Feb 8 [](https://www.expedia.ca/Orlando-Hotels-Comfy-Tiny-Home-WP-Large-Private-DeckQueen-Bed.h123398794.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/123000000/122300000/122291600/122291511/2eccd419.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/123000000/122300000/122291600/122291511/0a1ee9ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Point of interest](https://images.trvl-media.com/lodging/123000000/122300000/122291600/122291511/c44cb749.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/123000000/122300000/122291600/122291511/w1320h753x0y0-6ab2b54f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy RV with AC and fitness room in brilliant Winter Park [](https://www.expedia.ca/Orlando-Hotels-Cozy-RV-With-AC-And-Fitness-Room-In-Brilliant-Winter-Park.h122291511.Hotel-Information) Goldenrod CA $139 CA $183 total includes taxes & fees Jan 28 - Jan 29 [](https://www.expedia.ca/Orlando-Hotels-Cozy-RV-With-AC-And-Fitness-Room-In-Brilliant-Winter-Park.h122291511.Hotel-Information) ![Private kitchen](https://images.trvl-media.com/lodging/122000000/121020000/121017300/121017283/13f778dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Shower, hair dryer, towels, soap](https://images.trvl-media.com/lodging/122000000/121020000/121017300/121017283/170acb69.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/122000000/121020000/121017300/121017283/18ad5479.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/122000000/121020000/121017300/121017283/9e87b9ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Spacious 5-bedroom house in gorgeous Winter Park [](https://www.expedia.ca/Orlando-Hotels-Spacious-5-Bedroom-House-In-Gorgeous-Winter-Park.h121017283.Hotel-Information) Winter Park CA $234 CA $385 total includes taxes & fees Feb 1 - Feb 2 [](https://www.expedia.ca/Orlando-Hotels-Spacious-5-Bedroom-House-In-Gorgeous-Winter-Park.h121017283.Hotel-Information) Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply. [View all properties](https://expedia.ca/Hotel-Search?startDate=2026-01-30&endDate=2026-01-31®ionId=7902&adults=2&mealPlan=ALL_INCLUSIVE&sort=RECOMMENDED&openPlayBack=true) ## Top Winter Park Hotel Reviews ![Hyatt Regency Orlando](https://images.trvl-media.com/lodging/1000000/10000/9600/9574/1bb0a2ac_y.jpg) ### Hyatt Regency Orlando 10/10 Excellent "Excellent" [](https://expedia.ca/Orlando-Hotels-Hyatt-Regency-Orlando.h9574.Hotel-Information) ![Westgate Lakes Resort & Spa Universal Studios Area](https://images.trvl-media.com/lodging/1000000/810000/805000/804984/86e77c07_y.jpg) ### Westgate Lakes Resort & Spa Universal Studios Area 10/10 Excellent "The stay was very enjoyable. The king bed was very comfortable. The only negative thing was the cockroach my husband found in the bathroom sink." [](https://expedia.ca/Orlando-Hotels-Westgate-Lakes-Resort-Spa-Universal-Studios-Area.h804984.Hotel-Information) ## Frequently asked questions ### How much does an all-inclusive hotel in Winter Park cost? ### What area of Winter Park is best for all-inclusive hotels? > For couples craving a romantic escape, the boutique hotels in the heart of Winter Park offer a superb blend of luxury and intimacy. Imagine waking up to serene lake views and indulging in gourmet breakfasts before exploring the local art scene, which includes the renowned Charles Hosmer Morse Museum of American Art, home to an impressive collection of Tiffany glass. > > > Families, on the other hand, will appreciate the family-friendly all-inclusive resorts that cater to both relaxation and adventure. Spacious accommodations and kid-friendly activities make it easy for parents to unwind while the little ones are entertained. Plus, the nearby attractions in Orlando, like theme parks and interactive experiences, ensure that there are countless opportunities for fun-filled days together. ### What is the best time to stay at an all-inclusive hotel in Winter Park? > With the pleasant temperatures, guests can take advantage of the many outdoor activities available, such as hiking in the nearby parks or exploring the scenic lakes. The winter months also coincide with several local events, including the Winter Park Sidewalk Art Festival in March, which attracts art lovers and families alike. However, it's worth noting that this is peak season, so popular attractions can be busy, and advance bookings are recommended for the best experiences. > > > If you're looking for a great alternative, consider visiting in November. The weather remains mild, with temperatures around 20°C, and you'll enjoy a more relaxed atmosphere with fewer tourists. This shoulder month offers excellent value for accommodation and activities, allowing you to experience the charm of Winter Park without the winter crowds. ### How can I save on an all-inclusive hotel in Winter Park with Expedia? ### Is it cheaper to book an all-inclusive hotel and flight package in Winter Park? ### What all-inclusive amenities should we expect at hotels in Winter Park? ### Can I cancel my all-inclusive hotel reservation on Expedia? ## Explore a world of travel with Expedia - Lodging - More ways to book - [Spa Hotels in Aloma ](https://www.expedia.ca/Aloma-Orlando-Hotels-Spa-Hotel.0-n553248635975863638-0-tSpaHotel.Travel-Guide-Filter-Hotels) - [Hotels with Balconies in Baldwin Park ](https://www.expedia.ca/Baldwin-Park-Orlando-Hotels-Hotels-With-Balconies.0-n553248635976007760-0-tHotelswithBalconies.Travel-Guide-Filter-Hotels) - [Adults Only Resorts & in Central Florida ](https://www.expedia.ca/Central-Florida-Hotels-Adults-Only-Resorts.0-0-d6048177-tAdultsOnlyResorts.Travel-Guide-Filter-Hotels) - 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